| 1. Round | 24/08/2019 | Aris Saloniki | - | OFI Heraklion | 1:1 | ||||
| 2. Round | 31/08/2019 | Volos NFC | - | Aris Saloniki | 1:0 | ||||
| 3. Round | 15/09/2019 | Aris Saloniki | - | Panathinaikos | 4:0 | ||||
| 4. Round | 22/09/2019 | PAOK Saloniki | - | Aris Saloniki | 2:2 |  |
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| 5. Round | 28/09/2019 | Aris Saloniki | - | AE Lárissa | 2:3 | |
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| 6. Round | 06/10/2019 | Aris Saloniki | - | Olympiakos Piraeus | 1:2 | |
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| 7. Round | 20/10/2019 | Xanthi FC | - | Aris Saloniki | 0:1 | ||||
| 8. Round | 27/10/2019 | Aris Saloniki | - | Panetolikos | 2:0 | ||||
| 9. Round | 02/11/2019 | Panionios GSS | - | Aris Saloniki | 1:1 | ||||
| 10. Round | 10/11/2019 | Aris Saloniki | - | Asteras Tripolis | 2:1 | ||||
| 13. Round | 08/12/2019 | Atromitos | - | Aris Saloniki | 2:2 | ||||
| 14. Round | 14/12/2019 | OFI Heraklion | - | Aris Saloniki | 3:1 | |
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| 22. Round | 02/02/2020 | Aris Saloniki | - | Panionios GSS | 2:0 | ||||
| 26. Round | 01/03/2020 | Aris Saloniki | - | Atromitos | 1:2 |
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